4-Cyanobenzaldehyde → HCID 19105707、化合物

HRID 1197384ノート

反応式

HRID 1197384 の反応式
C(OC(CO)CO)CCCCCCC.C(C1C=CC(C=O)=CC=1)#N.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:37]([O:45][CH2:46][CH:47]1[CH2:51][O:50][CH:49]([C:52]2[CH:59]=[CH:58][C:55]([C:56]#[N:57])=[CH:54][CH:53]=2)[O:48]1)[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]>C1C=CC=CC=1>[CH2:37]([O:45][CH:46]1[CH2:47][O:48][CH:49]([C:52]2[CH:53]=[CH:54][C:55]([C:56]#[N:57])=[CH:58][CH:59]=2)[O:50][CH2:51]1)[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44]

参加物

6

反応物 4

HCID 660424-CyanobenzaldehydeHCID 3724412-Octyl glyceryl etherHCID 521998p-Toluenesulfonic acid monohydrateHCID 19105708HCID 19105708、化合物

生成物 1

HCID 19105707HCID 19105707、化合物

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To 10.2 g of the diol mixture obtained in (1) were added 100 ml of benzene, 6.6 g of p-cyanobenzaldehyde and p-toluenesulfonic acid monohydrate, and the mixture was heated. The generated water was removed by azeotropy with benzene. Then, the remaining benzene was distilled away, 200 ml of aqueous saturated sodium bicarbonate solution was added to the residue, and the mixture was extracted with dichloromethane. The extract was washed twice with water and dried over anhydrous sodium sulfate, and the solvent was distilled away to give 15.5 g of a crude product containing a by-product 4-(4-octyloxymethyl-1,3-dioxolan-2-yl)benzonitrile. This crude product was treated by column chromatography using silica gel to give 1.4 g of the desired product.

後処理

  1. temperaturethe mixture was heated
  2. customThe generated water was removed by azeotropy with benzene
  3. distillationThen, the remaining benzene was distilled away
  4. addition200 ml of aqueous saturated sodium bicarbonate solution was added to the residue
  5. extractionthe mixture was extracted with dichloromethane
  6. washThe extract was washed twice with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationthe solvent was distilled away
  9. customto give 15.5 g of a crude product

出典と根拠

ORDレコード
ord-9d9269bff7aa4c2685e0a90aac2317df
出典データセット
uspto-grants-1994_01
特許番号
US05275757

反応ノート

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